Morpholine → HCID 178521234, compound

HRID 1695608Notes

Reaction equation

HRID 1695608 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:26]=[CH:25][C:9]2[N:10]=[C:11]([NH:14][C@H:15]3[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:18][CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>>[N:27]1([CH2:2][C:3]([NH:5][C:6]2[CH:26]=[CH:25][C:9]3[N:10]=[C:11]([NH:14][C@H:15]4[C:24]5[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=5)[CH2:18][CH2:17][CH2:16]4)[O:12][CH2:13][C:8]=3[CH:7]=2)=[O:4])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 178520801HCID 178520801, compound

Product 1

HCID 178521234HCID 178521234, compoundYield 92%

Procedure

Prepared from 2-chloro-N-{2-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)amino]-4H-benzo[d][1,3]oxazin-6-yl}-acetamide (Example 38 step A) (150 mg, 0.406 mmol, HPLC 1.185 min) and morpholine (707 ul, 8.1 mmol) according to the procedure described for Example 3 step B. Obtained the title compound as a white foam (157 mg, 92%, HPLC 0.586 min), MS (ISP) m/e=421.2 [(M+H)+].

Sources & evidence

ORD record
ord-a9ab1cf1d75845c1afcce90a613d8286
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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